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Glufosfamide

CAT: 0127-BUP01378-06Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0127-BUP01378-06Size:100 mg
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CAS Number
132682-98-5
Synonyms
D 19575, Glucosylifosfamide mustard
Purity
=98%
Smiles
O(P(NCCCl)(NCCCl)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Chemical Information

Glufosfamide

Glufosfamide is a compound consisting of the mustard agent ifosforamide conjugated to glucose, with potential alkylating activity. Glufosfamide is cleaved by glucosidases in tumor cells and forms ifosforamide. In turn, ifosforamide alkylates and forms DNA crosslinks, thereby inhibiting DNA replication and subsequent cell growth. The glucose moiety may enhance this agent's uptake by tumor cells.

CAS Number132682-98-5
PubChem CID123628
IUPAC Name(2S,3R,4S,5S,6R)-2-bis(2-chloroethylamino)phosphoryloxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC10H21Cl2N2O7P
Molecular Weight383.16
XLogP-2
Topological Polar Surface Area141
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count9
Heavy Atom Count22
Formal Charge0
Complexity369
SMILES
C(CCl)NP(=O)(NCCCl)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI
InChI=1S/C10H21Cl2N2O7P/c11-1-3-13-22(19,14-4-2-12)21-10-9(18)8(17)7(16)6(5-15)20-10/h6-10,15-18H,1-5H2,(H2,13,14,19)/t6-,7-,8+,9-,10+/m1/s1
InChIKey
PSVUJBVBCOISSP-SPFKKGSWSA-N
Chemical Structure
2D Structure
2D structure of Glufosfamide
CAS: 132682-98-5
CID: 123628
Formula: C10H21Cl2N2O7P
MW: 383.16
Interactive 3D Structure
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View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight383.16
XLogP3-2
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count9
Exact Mass382.0463434
Monoisotopic Mass382.0463434
Topological Polar Surface Area141 Ų
Heavy Atom Count22
Formal Charge0
Complexity369
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
sc-506131Glufosfamide
A20874-1GLUFOSFAMIDE 1mg
A20874-50GLUFOSFAMIDE 50mg
A20874-10GLUFOSFAMIDE 10mg
A20874-5GLUFOSFAMIDE 5mg
HY-16232RGlufosfamide (Standard)
A20874-100GLUFOSFAMIDE 100mg
A20874-25GLUFOSFAMIDE 25mg

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